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$575,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,476 Sq. Ft.
  • Updated 8 days ago
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299 West Main Street, Milford, CTVideo Tour of 299 West Main Street, Milford, CT.
Location, Location, Location! Walk to vibrant downtown Milford, the Milford Green, restaurants, shops, and the Metro-North train station (0.7 miles) with direct service to New York City from this meticulously renovated 3-bedroom, 2.5-bath Colonial. The inviting main level features beautiful hardwood floors throughout the spacious living room with a cozy fireplace and the formal dining room, creating the perfect setting for everyday living and entertaining. The beautifully designed eat-in kitchen offers quartz countertops, stainless steel appliances, abundant cabinetry, and flows seamlessly to a convenient main-level half bath. Upstairs, you'll find three generously sized bedrooms and two full baths, including a spacious primary suite with a beautifully tiled private bath and a walk-in closet featuring a custom organization system. A second oversized bedroom also offers a walk-in closet with custom organizers, while the third bedroom includes its own large walk-in closet, providing exceptional storage throughout. The full basement includes a washer/dryer combination system, ample storage space, and updated propane-fueled mechanicals. Outside, unwind on the expansive front porch, the perfect spot to enjoy your morning coffee or relax at the end of the day. Additional highlights include a roof that is less than two years old, thoughtful updates throughout, and an unbeatable location close to Milford's shoreline, downtown amenities, restaurants, shopping, and commuter routes.

Full Property Details for 299 W Main St

General

  • Price: $575,000
  • Taxes: (July 2026-June 2027)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24195357
  • Updated: 7/30/2026
  • Added to Site: 9 day(s) ago

Interior

  • Number of Rooms: 6
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Gas Range, Range Hood, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Full Bath: Remodeled, 5.11 x 6.9, Upper

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - Full Bath, Walk-In Closet, Hardwood Floor, 9.4 x 12.4, Upper
  • Bedroom 1: Bedroom - Walk-In Closet, Hardwood Floor, 10.6 x 24.8, Upper
  • Bedroom 2: Bedroom - Walk-In Closet, Hardwood Floor, 11.9 x 13.9, Upper

Other Rooms

  • Living Room: Living Room - Fireplace, Wood Stove, Hardwood Floor, 12.11 x 21, Main
  • Kitchen: Kitchen - Remodeled, Quartz Counters, Half Bath, Tile Floor, 11.3 x 12.6, Main
  • Dining Room: Dining Room - Hardwood Floor, 11.4 x 11.11, Main
  • Laundry: Lower Level

Exterior

  • Exterior Features: Porch
  • Color: Blue

Parking

  • Total Spaces: 2
  • Parking: Driveway, Paved

Location

  • County: New Haven
  • Driving Directions: 299 West Main St. Be sure to park in driveway at back of house, shared driveway so don't park to the right of the house.

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Propane
  • Heating Fuel: Propane
  • Water Heater: Upright Tank

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial, Bungalow
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Full, Unfinished, Full With Hatchway
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 1,476
  • Above Ground: 1,476 Sq. Ft.
  • Year Built: 1910

Lot Features

  • Lot Size (Acres): 0.15
  • Driveway/Sidewalk: Shared, Paved
  • Zoning: R12.
  • Lot Description: Level Lot

Financial Considerations

  • Assessment Amount: $246,754
  • Tax Year: July 2026-June 2027

Disclosures and Reports

  • Property ID: 1210012

Listed by William Raveis Real Estate, Tara Stirk

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Listing agent

— 299 W Main St —

  • Tara Stirk

    William Raveis Real Estate

Agent Contact: (203) 650-3180 Office Contact: (203) 876-7507

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 299 W Main St

School District:Milford School District
NameGradesDistance
Meadowside School
80 Seeman's Ln., Milford, CT 06460
3-50.8 mi
Mathewson School
466 West River St., Milford, CT 06460
K-21.1 mi
Harborside Middle School
175 High Street, Milford, CT 06460
6-80.5 mi
Jonathan Law High School
20 Lansdale Avenue, Milford, CT 06460
9-121.7 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 299 W Main St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/29/2026
Listed
$575,000
9.52%
MLS
3/13/2026
Sold
$525,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 299 W Main St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,645
1%
$224,890
—
2023
$6,553
7%
$224,890
—
2023
$6,110
2%
$224,890
—
2022
$5,993
32%
$224,890
37%
2021
$4,527
—
$163,720
—
2020
$4,532
-4%
$163,720
—
2019
$4,699
3%
$163,720
—
2018
$4,542
—
$163,720
—
2017
$4,550
1%
$163,720
2%
2016
$4,486
—
$161,150
—
2015
$4,493
6%
$161,150
—
2011
$4,235
—
$161,150
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 299 W Main St

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by William Raveis Real Estate, Tara Stirk

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299 West Main Street, Milford, CT 06460 (MLS# 24195357) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 299 West Main Street is currently listed for $575,000 and was received on July 29, 2026. Want to learn more about 299 West Main Street? Do you have questions about finding other Single Family real estate for sale in Milford? You can browse all Milford real estate or contact a Coldwell Banker agent to request more information.

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